AI Creativity Chronicles
Weekly Insights from
The AI Over 50 Guy
Hi friends 👋,
Most of what we hear about AI sounds like fear.
Will it take jobs?
Will it go too far?
Is it a bubble?
Is it going to break everything?
Those concerns aren’t crazy. But they’re also not what I think is beneath the surface, especially for thoughtful, experienced, creative people.
Here’s something I think might be far more subtle and important:
A feeling that the world is reorganizing itself, fast… and a question about whether choosing not to engage is actually wise anymore.
Not because everyone needs to jump in. Not because you have to love AI. But because this shift is changing how our work, creativity, and meaning get expressed, and AI will likely change all of this, and more.
AI-generated image with Nano Banana Pro.
At this scale of change, opting out isn’t neutral. It’s a decision about where — and whether — your voice shows up and whether you’re OK with being left behind.
If any of that resonates, I’d love to get a better sense of where you are right now.
One simple question:
Which of these feels closest right now?
A. I’m uneasy about AI, but I know avoiding it completely isn’t the answer
B. I’m curious and experimenting, but still feel unsure or scattered
C. I’m actively using AI and want to go deeper, more intentionally
D. I’m making good progress with AI and feel solid about my approach
E. I’m not engaging with AI much yet — and that feels okay for now
Please email me or use the contact form to let me know.
There’s no right answer here. I’m genuinely interested in where people actually are, not where they think they should be.
I’m asking because I’m shaping what comes next — including a small, supported live cohort focused on using AI in a human-centered, creative way — and I want it to meet people where they are, not push them somewhere they’re not ready to go.
One quick side note for Bay Area marketers and content creators
✨ Jon Leland, The AI Over 50 Guy
Because it’s never too late to play with the future 🚀
P.S. You don’t need to rush this. The only thing I’d gently question is disappearing from the AI Dawn entirely.
https://www.combridges.com/wp-content/uploads/2026/02/5HvbyuZQFGvqXwQ3yfPiV8.jpg8961200JonLelandhttps://www.combridges.com/wp-content/uploads/2017/06/ComBridges-Logo-300x60-300x60.jpgJonLeland2026-02-03 20:28:372026-02-05 17:29:34🌅 Does AI makes you uneasy. This might be why.